Water → Phenyl 5-phenylpyrazin-2-ylcarbamate

HRID 392789Notes

Reaction equation

HRID 392789 reaction equation
[C:1](Cl)(=[O:9])[O:2][C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][CH:4]=1.[NH2:11][C:12]1[CH:17]=[N:16][C:15]([C:18]2[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=2)=[CH:14][N:13]=1.O.C(OCC)C>N1C=CC=CC=1>[C:18]1([C:15]2[N:16]=[CH:17][C:12]([NH:11][C:1](=[O:9])[O:2][C:3]3[CH:8]=[CH:7][CH:6]=[CH:5][CH:4]=3)=[N:13][CH:14]=2)[CH:19]=[CH:20][CH:21]=[CH:22][CH:23]=1

Participants

6

Reactant 4

HCID 962WaterHCID 3283Diethyl EtherHCID 15891Phenyl chloroformateHCID 5987342-Amino-5-phenylpyrazine

Product 1

HCID 9879110Phenyl 5-phenylpyrazin-2-ylcarbamate

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

Phenyl chlorocarbonate (15.05 mL) was added at 0° C. to a solution of 2-amino-5-phenylpyrazine (17.12 g) in pyridine (200 mL). The mixture was stirred at room temperature for 2 hours. To the reaction mixture was added water (200 mL) and ethyl ether (200 mL). The whole was stirred to provide a suspension containing the subject compound as a crystal. The crystal was collected by filtration and further washed with ethyl ether (50 mL) and then dried under reduced pressure to provide the subject compound (24.57 g) as colorless crystals (melting point 192-198° C., decomposed).

Workup

  1. stirringThe whole was stirred
  2. customto provide a suspension
  3. filtrationThe crystal was collected by filtration
  4. washfurther washed with ethyl ether (50 mL)
  5. customdried under reduced pressure

Sources & evidence

ORD record
ord-7c490d5da6a14b35ae972b18cc935a24
Source dataset
uspto-grants-2004_10
Patent number
US06803372B2

Reaction notes

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